Chinese Journal of Applied Chemistry

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Preparation of Aryl Carboxylic Acid-functionalized Polystyrene and Preliminary Exploration of Florescence Emission of Formed Polymer-Rare Earth(Tb(Ⅲ)) Complexes

WEI Xiaopeng, GAO Baojiao*, SHI Xuejun   

  1. (Department of Chemical Engineering,North University of China,Taiyuan 030051,China)
  • Received:2011-07-05 Revised:2011-09-06 Published:2012-03-10 Online:2012-03-10

Abstract: Polystyrene(PS) was modified with 4-(chloromethyl) benzoic acid(CMBA) via Friedel-Crafts alkylation reaction, where benzoic acid(BA) ligand was bonded on the side chains of PS, yielding the functional macromolecule BAPS. The chemical structure of BAPS was characterized by FTIR, 1H NMR and UV absorption spectra. The coordination reaction between BAPS and Eu3+ ion as well as the coordination reaction between BAPS and Tb3+ ion were carried out, resulting in the polymer/rare-earth complexes, BAPS-Tb(Ⅲ). The florescence emission of BAPS-Tb(Ⅲ) was preliminarily examined. In this work, the effects of the main factors on the Friedel-Crafts alkylation action between CMBA and PS were examined, the reaction mechanism was investigated, and the reaction conditions were optimized. The experimental results show that the Friedel-Crafts alkylation reaction between CMBA and PS can proceed successfully, and the suitable reaction conditions are as follows: a temperature of 70 ℃, with N,N-dimethylacetylamide(DMAC) as solvent, and SnCl4 as Lewis catalyst. The polymer/rareearth complex BAPS-Tb(Ⅲ), possesses the fluorescence-emission spectrum of Tb3+ ion. More significantly, the macromolecular ligand BAPS can strongly sensitize the fluorescence-emission of Tb3+ ion.

Key words: Polystyrene, Chloromethyl) benzoic acid, Friedel-Crafts alkylation, polymer-rare earth complex, sensibilization

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